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deksmetilfenidat

Structure via PubChem · Public domain (PubChem)

EntityQ1207210· pop 16· linked from 912 articles

deksmetilfenidat

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Also known as FOC124, D-TMP, d-threo-methylphenidate, (+)-threo-methylphenidate, methyl (R)-phenyl[(R)-piperidin-2-yl]acetate

Dexmethylphenidate, sold under the brand name Focalin among others, is a central nervous system (CNS) stimulant used in the treatment of attention deficit hyperactivity disorder (ADHD) in those over the age of five years. It is taken by mouth. The immediate-release formulation lasts up to five hours while the extended-release formulation lasts up to twelve hours. It is the more active enantiomer of methylphenidate. Methylphenidate has been shown to be more effective than atomoxetine and superior in treating ADHD symptoms when compared.

Chemical data

Formula
C14H19NO2
Molecular weight
233.31 g/mol
IUPAC name
methyl (2R)-2-phenyl-2-[(2R)-piperidin-2-yl]acetate
SMILES
COC(=O)[C@@H]([C@H]1CCCCN1)C2=CC=CC=C2
InChIKey
DUGOZIWVEXMGBE-CHWSQXEVSA-N
XLogP
0.2
Polar surface area
38.3 Ų
H-bond donors
1
H-bond acceptors
3
Formal charge
0

via PubChem

Drug data · ChEMBL

Max clinical phase
Approved
Molecule type
Small molecule
First approval
2001
Admin. routes
oral
Indications
attention deficit hyperactivity disorder

via ChEMBL · EBI

Wikidata facts

Subclass of
methylphenidate
Mass
233.141579
Has use
medication
Show 10 more facts
Commons category
Dexmethylphenidate
name
dexmethylphenidate
chemical formula
C₁₄H₁₉NO₂
significant drug interaction
tranylcypromine
canonical SMILES
COC(=O)C(C1CCCCN1)C2=CC=CC=C2
isomeric SMILES
COC(=O)[C@@H]([C@H]1CCCCN1)C2=CC=CC=C2
World Health Organisation international non-proprietary name
dexmethylphenidate
defined daily dose
15.0
subject has role
nootropic
Sources (7)

via Wikidata · CC0